Westover Vacation Homes
Maryland
United States of America
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Our top choices for Westover vacation homes

A room with a wooden bench, a lamp, a wicker basket, and a window with sheer curtains.

A kitchen with wooden cabinets, a dining table with chairs, a refrigerator, a microwave, and a sink.

A living room with a brown leather couch, wooden walls, a television on a wooden cabinet, a door with blinds, and a framed picture on the wall.

A bedroom with a bed, a nightstand, a lamp, a painting on the wall, and a window with curtains.

1. Cottage near the Bay

Cottage near the Bay

Crisfield

8.6 out of 10, Excellent, (63 reviews)

8.6/10

Excellent

(63 reviews)

"Quiet area, the place needs to be cleaned, bedding changed, redo the bathroom"

Pamela

The price is AED 298

AED 298

AED 685 total

includes taxes & fees

4 Oct - 5 Oct

Cottage near the Bay

A sandy beach with footprints, a pier in the distance, and a clear sky.

A living room with a gray sectional sofa, wooden flooring, a hallway leading to a door, and a shelf with decorative items.

A hallway with a framed artwork of a bird, a wooden entertainment unit with a TV, and a dining area with a bar stool.

A dining area with a wooden table and benches, a small kitchen counter with decorative items, and a view through a window with curtains.

2. Tangier Escape, great place get away from it all on Deal Island, MD.

Tangier Escape, great place get away from it all on Deal Island, MD.

Deal Island Historic District

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Helpful host, clean house, peaceful location! "

Jennifer P.

The price is AED 404

AED 404

AED 907 total

includes taxes & fees

9 Oct - 10 Oct

Tangier Escape, great place get away from it all on Deal Island, MD.

A room with a beige sofa, a wooden table with white chairs, and a view of the ocean through large windows.

A beachside deck with two blue Adirondack chairs, a green table, and a 'STAY OFF ROCKS' sign.

A marina with several houseboat-style accommodations docked in calm water.

A beach with a palm tree, blue chairs, and a small table.

3. Blufin Bungalows & Marina

Blufin Bungalows & Marina

3.0 star property

Down the Marsh

9.6 out of 10, Exceptional, (333 reviews)

9.6/10

Exceptional

(333 reviews)

"Superior views of the bay, very dog friendly"

Angela

The price is AED 559

AED 559

AED 834 total

includes taxes & fees

13 Oct - 14 Oct

Blufin Bungalows & Marina

A single-story house with a front porch, a door, and a mailbox.

A modern living room with a wooden coffee table, a black console table, and a large flat-screen TV mounted on the wall.

A living room with a grey sofa, a wooden coffee table, and a dining area with a table and chairs.

A house with a covered porch, outdoor seating, and a stone foundation.

4. Salisbury Hideaway

Salisbury Hideaway

Salisbury

10.0 out of 10, Exceptional, (24 reviews)

10/10

Exceptional

(24 reviews)

"Perfect for our weekend away watching college softball!!!"

Michelle S.

The price is AED 463

AED 463

AED 1,226 total

includes taxes & fees

4 Oct - 5 Oct

Salisbury Hideaway

A living room with a dining area, a TV mounted on the wall, and a ceiling light fixture.

A modern kitchen with white cabinets, a dishwasher, a stove, and a dining area with a table and chairs.

A dining area with a wooden table and chairs, a hanging light fixture, and a kitchen in the background.

A hallway with framed pictures on the wall, a light fixture on the ceiling, and a door leading to a bathroom.

5. Salisbury Cottage

Salisbury Cottage

Salisbury

10.0 out of 10, Exceptional, (40 reviews)

10/10

Exceptional

(40 reviews)

"Super convenient to campus and everything was clean and worked perfectly. Overall, a great stay and met all of our expectations."

Matthew B.

The price is AED 533

AED 533

AED 1,308 total

includes taxes & fees

19 Oct - 20 Oct

Salisbury Cottage

A modern living room with a curved sofa, a small round table, and large windows offering a view of a river and buildings.

A modern living room with a sofa, a coffee table, and a dining area with a circular table.

A waterfront property with a wooden deck, outdoor seating, and a multi-level building with balconies.

A coastal property with a large swimming pool, outdoor seating, and a view of the sea.

6. Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views

Captain's Cove

9.8 out of 10, Exceptional, (68 reviews)

9.8/10

Exceptional

(68 reviews)

"Overall nice stay!"

Becky S.

The price is AED 481

AED 481

AED 1,831 total

includes taxes & fees

4 Oct - 5 Oct

Bayfront Modern Retreat • Dock, Kayaks, Views

A sunroom with wicker furniture, large windows, and a view of the water.

A two-story waterfront house with a covered deck and a dock extending into the water.

A two-story waterfront house with a covered deck, a dock, and a boat dock.

A balcony with wicker chairs, a small table, and a vase with flowers.

7. The purple door at the bay.

The purple door at the bay.

Captain's Cove

9.4 out of 10, Exceptional, (67 reviews)

9.4/10

Exceptional

(67 reviews)

"Everything was just perfect. I will be back. This time for a long stay. My entire family loves the place. Thanks Kelly."

Francis

The price is AED 579

AED 579

AED 1,655 total

includes taxes & fees

4 Oct - 5 Oct

The purple door at the bay.

A cozy living room with a dining area, featuring a ceiling fan, a sofa, a coffee table, and a bookshelf.

A wooden deck with two chairs and a table.

A room with a door, a white table with a blue and white sign, a black and white rug, and a small shelf with items.

A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a sink. There are two stools and a small wooden table with placemats.

8. Misty Mare Townhouse - Gorgeous home on Chincoteague Island

Misty Mare Townhouse - Gorgeous home on Chincoteague Island

Snotty Ridge

9.8 out of 10, Exceptional, (19 reviews)

9.8/10

Exceptional

(19 reviews)

"Great location, easy check in, very clean, well decorated"

sue g.

The price is AED 477

AED 477

AED 1,204 total

includes taxes & fees

3 Oct - 4 Oct

Misty Mare Townhouse - Gorgeous home on Chincoteague Island

A marina at sunset with boats docked and buildings in the background.

A compact, modern bathroom with a sink, mirror, and two stacked washing machines.

A wooden deck with white railings, a door with a wreath, and two wicker chairs.

A two-story house with a porch, a driveway, and a golf cart parked in front.

9. Come out and enjoy Autumn at the HH Ranch on Smith Island.

Come out and enjoy Autumn at the HH Ranch on Smith Island.

Smith Island

9.8 out of 10, Exceptional, (16 reviews)

9.8/10

Exceptional

(16 reviews)

"Visiting with locals, fresh steamed crabs, simply enjoying the quiet island life"

Samantha J.

The price is AED 735

AED 735

AED 1,200 total

includes taxes & fees

16 Oct - 17 Oct

Come out and enjoy Autumn at the HH Ranch on Smith Island.

A covered porch with white wooden walls and large windows. There are two rocking chairs with floral cushions and a small table with a chair.

A two-story house with a red door, a front porch, and a tree in the foreground.

A modern kitchen with white cabinetry, a wooden accent wall, a built-in oven, and a large island with a bowl.

A spacious living area with a wooden staircase, wicker furniture, and artwork on the walls.

10. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!

Up the Neck

9.8 out of 10, Exceptional, (9 reviews)

9.8/10

Exceptional

(9 reviews)

"My experience was beyond perfect! The house and yard was perfect. The house was so cozy and had everything we needed. I loved the little game room."

Katlyn

The price is AED 316

AED 316

AED 1,378 total

includes taxes & fees

8 Oct - 9 Oct

2 Mi to Downtown: Tranquil Abode in Chincoteague!

A room with a glass-top coffee table, a white dresser with gold handles, a white door, and a patterned rug.

A modern kitchen with wooden cabinets, a microwave, and a black backsplash.

A living room with a dining area, a TV, a white door, and a large mirror.

A living room with a television, a white cabinet with gold handles, a lamp, and a dining area.

11. Entire Private Home • Sleeps 6 • Prime Salisbury Location

Entire Private Home • Sleeps 6 • Prime Salisbury Location

Salisbury

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"The stay was great. "

Nathaniel N.

The price is AED 1,010

AED 1,010

AED 1,382 total

includes taxes & fees

28 Oct - 29 Oct

Entire Private Home • Sleeps 6 • Prime Salisbury Location

A sandy beach with footprints and a person walking.

A kitchen with wooden cabinets, a welcome sign, a sink with a faucet, and a light bulb on the counter.

A view through a window of a building with a grassy area, a road, and a body of water in the background.

A two-story house with a balcony and a covered porch.

12. Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Birch Town

9.6 out of 10, Exceptional, (48 reviews)

9.6/10

Exceptional

(48 reviews)

"It was family & friends that needed a get away and we really Enjoy the area"

Lori D.

The price is AED 437

AED 437

AED 1,518 total

includes taxes & fees

4 Oct - 5 Oct

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

A residential area with houses, a grassy lawn, and a paved driveway.

A row of three-story townhouses with a front porch, a small garden, and a clear blue sky.

A dining area with a wooden table set for four, white chairs, and a modern pendant light.

A modern kitchen with white cabinetry, a stainless steel stove, and a dining area with a wooden table and white chairs.

13. Central Location~Walk 2 Dining! Beach Pass & Gear!

Central Location~Walk 2 Dining! Beach Pass & Gear!

Deep Hole

10.0 out of 10, Exceptional, (10 reviews)

10/10

Exceptional

(10 reviews)

"Excellent space with everything needed!"

Tianna B.

The price is AED 384

AED 384

AED 1,062 total

includes taxes & fees

4 Oct - 5 Oct

Central Location~Walk 2 Dining! Beach Pass & Gear!

A covered porch with a red swing chair, white chairs, and a view of the street.

A kitchen with wooden cabinets, a microwave, and a refrigerator.

A two-story house with a porch, a sign indicating parking, and a well-maintained lawn.

A covered porch with a swing seat, a chair with a patterned cushion, and a small table with a potted plant.

14. The Neigh-Neigh - Location! Location! Location!

The Neigh-Neigh - Location! Location! Location!

Downtown Chincoteague

9.8 out of 10, Exceptional, (7 reviews)

9.8/10

Exceptional

(7 reviews)

"Very nice place to stay close to town. Charming screened porch, well appointed kitchen, plenty of space for us."

Veronika B.

The price is AED 588

AED 588

AED 1,770 total

includes taxes & fees

3 Oct - 4 Oct

The Neigh-Neigh - Location! Location! Location!

A cozy living room with a sofa, a coffee table, and a TV mounted on the wall.

A room with a bed, a TV mounted on the wall, a dresser, and an air conditioning unit.

A covered porch with a sofa and chairs, a small table, and a wooden railing.

A kitchen with wooden cabinets, a stainless steel stove, and a washing machine.

15. Cozy 2-bedroom house in Chincoteague

Cozy 2-bedroom house in Chincoteague

Deep Hole

10.0 out of 10, Exceptional, (6 reviews)

10/10

Exceptional

(6 reviews)

"The host was very responsive and brought toys over for our children to help occupy them while we were there. The host is also connected to the Daisey's Island Cruises and gave us a discounted price to take in the cruise while we were on the island. That was very enjoyable and helped us learn more about the island and the annual pony round-up. It suited our family of 5 well."

Cleason H.

The price is AED 595

AED 595

AED 1,110 total

includes taxes & fees

4 Oct - 5 Oct

Cozy 2-bedroom house in Chincoteague

A house with a sign reading 'Sir Whelk & Ale' and a number '6179' on the front.

A living room with a ceiling fan, a sofa, a coffee table, and a TV.

A porch with a blue swing seat, two cushions, and a wooden bench.

16. Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Downtown Chincoteague

10.0 out of 10, Exceptional, (82 reviews)

10/10

Exceptional

(82 reviews)

"Great house and location. Comfortable for a family - the kids really enjoyed the upstairs loft."

Charles G.

The price is AED 496

AED 496

AED 1,134 total

includes taxes & fees

25 Oct - 26 Oct

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

A beachside view with a wooden deck, a chair, and a table.

A beach scene with a palm tree, a sign, and a bird flying.

A pool area with lounge chairs and a clear view of the ocean.

A row of seaside cottages with a stone breakwater in front.

17. Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Down the Marsh

9.8 out of 10, Exceptional, (17 reviews)

9.8/10

Exceptional

(17 reviews)

"Nice pet friendly accommodation. "

Claudia w.

Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Westover Hotel Reviews

Chincoteague Inn

10/10 Excellent

"I liked it. Cheap and quiet. Perfect location!"

Francis 4-night trip

Posted 4 hours ago

Chincoteague Inn

Comfort Suites Chincoteague Island Bayfront Resort

10/10 Excellent

"Unfortunately, the noreaster affected our plans and the roads were flooded and couldn't do much. It was nice to have a nice clean hotel, great breakfast, and a nice clean pool and hottub to take advantage of."

Maria 2-night trip

Posted 18 hours ago

Comfort Suites Chincoteague Island Bayfront Resort

Marina Bay Hotel & Suites, an Ascend Collection Hotel

10/10 Excellent

"We stayed one night to extend our trip since our rental stay was over. This was a great choice, walking distance to restaurants, clean pool and facility, friendly staff."

Chris 1-night trip

Posted 22 hours ago

Marina Bay Hotel & Suites, an Ascend Collection Hotel

Blufin Bungalows & Marina

10/10 Excellent

"Love the bluefins."

Kathy 2-night trip

Posted 1 day ago

Blufin Bungalows & Marina

Hampton Inn Salisbury

10/10 Excellent

"Room was clean, breakfast was good with lots of options. A few little things like wobbly tables and slow draining sinks would have made it even better. Staff was super friendly and accommodating. Great value. Will visit again."

Becky 5-night trip

Posted 3 days ago

Hampton Inn Salisbury

Spark by Hilton Chincoteague Island

8/10 Good

"Nice location next to park entrance."

stanley 2-night trip

Posted 9 days ago

Spark by Hilton Chincoteague Island

Best Western Salisbury Plaza

8/10 Good

"I would have preferred non plastic plates and flatware"

Sarah 1-night trip

Posted 11 days ago

Best Western Salisbury Plaza

The Reserve Inn

10/10 Excellent

"Excellent 5 ✨✨✨✨"

Alba 1-night trip

Posted 13 days ago

The Reserve Inn

Search Vacation Homes in Westover

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Westover vacation homes

1. Cottage near the Bay

2. Tangier Escape, great place get away from it all on Deal Island, MD.

3. Blufin Bungalows & Marina

4. Salisbury Hideaway

5. Salisbury Cottage

6. Bayfront Modern Retreat • Dock, Kayaks, Views

7. The purple door at the bay.

8. Misty Mare Townhouse - Gorgeous home on Chincoteague Island

9. Come out and enjoy Autumn at the HH Ranch on Smith Island.

10. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

11. Entire Private Home • Sleeps 6 • Prime Salisbury Location

12. Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

13. Central Location~Walk 2 Dining! Beach Pass & Gear!

14. The Neigh-Neigh - Location! Location! Location!

15. Cozy 2-bedroom house in Chincoteague

16. Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

17. Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Find vacation rentals that suit your style

Top Westover Hotel Reviews

Chincoteague Inn